Organic Chemistry with Biological Applications 4th. Edition by Groover, Mikell P | 9789332572492 | 9332572496 | Holooly

Biological Chemistry, Organic Chemistry

Organic Chemistry with Biological Applications

91 SOLVED PROBLEMS

Question: 11.2

Propose a structure for an alcohol, C4H10O, that has the following ^13C NMR spectral data: Broadband-decoupled ^13C NMR: 19.0, 31.7, 69.5 δ DEPT-90: 31.7 δ DEPT-135: positive peak at 19.0 δ, negative peak at 69.5 δ S t r a t e g y As noted in Section 7-1, it usually helps with compounds of known ...

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Question: 12.1

What products would you expect from reaction of 4,4-dimethylcyclohexene with NBS? S t r a t e g y Draw the alkene reactant, and identify the allylic positions. In this case, there are two different allylic positions; we’ll label them A and B. Now abstract an allylic hydrogen from each position to ...

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Question: 10.2

The mass spectrum of 2-methylpentan-3-ol is shown in FIGURE 10.8. What fragments can you identify? S t r a t e g y Calculate the mass of the molecular ion, and identify the functional groups in the molecule. Then write the fragmentation processes you might expect, and compare the masses of the ...

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2-Methylpentan-3-ol, an open-chain alcohol, has [l...

Question: 10.3

Which is higher in energy, FM radio waves with a frequency of 1.015 × 10^8 Hz (101.5 MHz) or visible green light with a frequency of 5 × 10^14 Hz? S t r a t e g y Remember the equations ε = hν and ε = hc/λ, which say that energy increases as frequency increases and as wavelength decreases. ...

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Since visible light has a higher frequency than ra...

Question: 10.4

Acetone (CH3COCH3) and prop-2-en-1-ol (H2C=CHCH2OH) are isomers. How could you distinguish them by IR spectroscopy? S t r a t e g y Identify the functional groups in each molecule, and refer to Table 10.1. ...

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Acetone has a strong C=O absorption at 1715 c[late...

Question: 8.1

What products would you obtain from reaction of 2-methylpent-2-ene with: (a) BH3, followed by H2O2, OH2 (b) Hg(OAc)2, followed by NaBH4 S t r a t e g y When predicting the product of a reaction, you have to recall what you know about the kind of reaction being carried out and then apply that ...

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Question: 17.1

Identify the most acidic hydrogens in each of the following compounds, and rank the compounds in order of increasing acidity: ...

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The acidity order is

(a)\gt (c)\gt (b)[/lat...

Question: 17.9

How might you use an enamine reaction to prepare the following compound? ...

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Question: 17.8

How might you obtain the following compound using a Michael reaction? ...

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Question: 17.7

What product would you obtain from Claisen condensation of ethyl propanoate? S t r a t e g y The Claisen condensation of an ester results in loss of one molecule of alcohol and formation of a product in which an acyl group of one reactant bonds to the α carbon of the second reactant. The product is ...

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